Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Oceanfront 2Bd 2Ba Sunset Suite in South Maui
Unbeatable Location, Unmatched Views – Your Dream Vacation Awaits!Get ready to experience the vacation of a lifetime in this renovated 2-bedroom, 2-bath oceanview condo at Kamaole Nalu. With jaw-dropping views of the sparkling Pacific, this gem is the perfect blend of...
Sea Breeze Retreat at Turtle Bay - Kuilima Estates West
Aloha and welcome to our Sea Breeze retreat, a 2-bedroom, 2.5-bath condo at Turtle Bay! Step outside the living room onto a beautifully manicured lawn overlooking the Fazio Golf Course. This gated condo offers the perfect blend of relaxation and convenience, just a...
Fully Remodeled, Affordable Quality 3-4 mins walk to Waikiki Beach
Legally permitted short-term vacation rentalBamboo Waikiki2425 Kuhio Ave 502Honolulu HI 96815Our Brand New Fully updated Suite at Bamboo Waikiki Hotel in the heart of Waikiki is delightful & just 3-4 mins walk from Waikiki Beach.With all new floors, furniture &...
Kihei Retreat w/ Kamaole Sands Resort Amenities!
Stay at this 2-bedroom, 2-bathroom vacation rental, and get ready to experience R&R like never before. The condo boasts at-home essentials and ample resort amenities to ensure an unforgettable stay. Along with swimming and surfing, you can also experience great...
Molokai Shores 217
Molokai Shores unit #217: Upon entry, notice the open layout that leads your gaze to the sliding glass door offering views of the Hawaiian blue sky and palm trees just outside your second-floor retreat. Handsome hardwood-like flooring and a charming island décor...
Kalo Homes ~ Makaha Valley Oasis!
Escape to paradise in this brand new vacation rental located in the secluded Makaha Valley. Just a short drive away from some of the world`s most beautiful beaches, enjoy endless opportunities for hiking, golfing, and soaking up the sun. Surrounded by lush mountains and...
Ilikai Marina 1792 Ocean / Sunset / Fireworks Views King Bed, Sofa Bed
UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Walk to parks, shopping mall, restaurants, shops, buses, rental cars & Waikiki night life. Parking available. No smoking room. Clean and fresh high floor.UNOBSTRUCTED SUNSET/OCEAN VIEWS! STEPS TO WAIKIKI BEACH....
Keauhou Punahele A104 - Cozy Island Themed 2 Bed 2 Bath
Say aloha to your own slice of paradise in this beautiful island-inspired 2-bedroom, 2-bath condo at the Keauhou Punahele complex. Overlooking the lush greens of Kona Country Club and the sparkling Pacific beyond, this peaceful retreat combines comfort, privacy, and the...
🏖️Direct Ocean Front | WIFI | Concierge Included | vrKCV
vrKCV - Sea Village 4106, Professionally Managed by Kona Coast VacationsDiscover Oceanfront Comfort and ConvenienceStep into the charm of this budget-friendly, uniquely styled oceanfront condo, offering a cozy haven for your Hawaiian getaway. Located on the ground...
Beautiful Mauna Lani Golf Villa! Club Access, Gated, Sleeps 4, AC, Pool, SpaPool
Paradise on the Kohala Coast! Welcome to the exclusive and pristine Mauna Lani Golf Villas located in the Mauna Lani Resort. This condominium offers expansive views over Mauna Lani's golf course. Enjoy breathtaking sunsets from your private patio as you settle into the...
Maui Resort Rentals: The Whaler 724 - Corner 1BR/2BA w/ Wrap-Around Balcony, Gorgeous Partial Ocean and West Maui Mountain Views!
From its desirable 7th-floor corner floor plan, Whaler 724 delivers gorgeous views of the turquoise-hued Pacific, Maui's neighbor island Molokai, and the lush West Maui Mountains. During the winter months, this spacious 1BR/2BA suite enjoys an excellent vantage point...
Private Corner Unit, AC throughout, Step free access, Walk to beach
Manualoha 504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical Tranquility in Poipu — A/C Throughout, Garden Oasis, Steps to the BeachEnjoy our garden views and island breeze...
KAS 4413 Remodeled 2BD Beach Retreat Across Beach w Pool AC
Kamaole Sands 4413 Remodeled Coastal Style 2 Bedroom, 2 Bathroom Beach Retreat Across the Street from Kamaole III Beach Park in Kihei! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching...
Top floor one bedroom with King bed, On the Ocean
Sweeping views from top floor, King bed condo A514Rare and fantastic location and awesome views of the ocean, palms in the tropical oasis of Maui Sunset. The best location in a 1 bedroom at Maui Sunset.Premium renovations top off the experience, although you'll spend...
Grand Champions 87 ocean-view condo with pool, hot tub & washer/dryer
Wailea Grand Champions 87Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Newly and beautifully remodeled from top to bottom, this golf-course-front condo in the heart of Wailea will...
Hale Kamaole Condo w/Private Washer/Dryer, Shared Pool, Free WiFi
Hale Kamaole 110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hale Kamaole is a South Maui condominium complex located across the street from Kamaole Beach Park III, one of the...
Molokai Shores 205
It’s all about the view in this 570 sq. ft. home edging landscaped lawns and the Pacific. A private lanai offers incredible views for sharing meals prepped in the open-style kitchen. Other comforts include hardwood floors, breakfast bar, cable TV, and ceiling fans....
Tropical condo with pools, lanai & BBQ
Summary:Golf Discount, Sunset/Ocean Views, Two pools, BBQThe Space:Welcome to your peaceful Waikoloa escape – a serene retreat surrounded by tropical gardens & ocean views, perfect for relaxing island days:- Sleeps 2 | 1 bedroom | 1 bed | 1 bath- 2 swimming pools & hot...
Oceanfront Condo-Paradise
Kona Reef is a luxury resort in Kailua-Kona just two blocks from town and next door to the beach. The unit sleeps 4 comfortably with a king bed for the Master bedroom and a new queen sleeper sofa in the living room. The pool, hot tub and BBQ area overlook the ocean. It...
Rear Ocean View 2 Bedroom Single Level Condo at Kamaole Sands 9-305
ook with us and come to Maui to explore everything we have to offer!Now with newly remodeled bathrooms!A rare single level 2 bedroom/2 bath unit with beautiful ocean views at the Kamaole Sands Resort. Enjoy our new and quiet split Air Conditioner in both bedrooms and...
4 Star Oceanfront Property, Kauai Beach Resort, 4 Pools, Restaurants on Site
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.This is a beautiful second floor unit with a view of the park and ocean behind it. Comfortable king bed with chaise lounge and balcony.The Outrigger Kauai Beach Resort and Spa...
Charming Studio in Waikiki - 2 Full size Beds, Free Wi-Fi
You get a great view from the 22nd floor which allows you to observe all three of the main Waikiki sights at once: the ocean, Diamond Head and the Ala Wai Canal!All year round you can enjoy the cooling breezes from the canal and the ocean.Located next to the Ala Wai...
Oceanview Maui Condo - Steps from Kamaole Beach!
Escape to paradise at this charming 2-bedroom, 2-bathroom condo in the highly sought-after Maui Kamaole complex in South Kihei. Located just across the street from the beautiful Kamaole Beach III, this second-floor unit offers stunning ocean views, perfect for catching...
Top Floor! Vaulted Ceilings! Direct Ocean Views! Come to Maui! #217
ALOHA AND WELCOME TO HALE KAI # 217MAUI MAGICImagine walking through your new oasis, and having one of the most outstanding views of the ocean. The ocean is so hypnotic, that nothing else seems to exist but you and the moment you are in. You could sit for hours...
Great Partial Ocean View! Full Kitchen, Free Parking, Pool! Heart of Waikiki!
Royal Kuhio #2408 – 2240 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Partial ocean view unit on the 24th floor of Royal Kuhio, right in the heart of Waikiki! This 1-bedroom, 1-bath condo features 538 sqft of living space, plus a...
Kahala Cottage by Gather: Cottage w/ Private Pool, A/C, Walk to Beach and Shops
Kahala Cottage – A Tranquil Retreat in HonoluluWelcome to Kahala Cottage by Gather, your home-away-from-home in the exclusive Kahala neighborhood on O‘ahu’s south shore. Offered as a monthly rental, this two-bedroom, two-bath island retreat blends laid-back Hawaiian...
Kauai Tree House - Nestled Along a Stream & Secluded, Tropical Surroundings.
This incredibly special home situated on nearly half an acre, perched among the trees, and with over 200 feet of frontage along the Wainiha River allows for privacy and serenity during your stay while providing all the amenities you’ll need. It is located just west of...
Aloha Condos, Ilikai Marina, Condo 992, Oceanfront, AC
Ilikai Marina Condo 992 offers stunning marina and ocean views, a well-stocked kitchen, and a convenient location near Waikiki’s quieter end. Guests appreciated the cleanliness, comfortable accommodations, and proximity to Hilton Hawaiian Village. The overall experience...
🏖️Updated Top Floor | Ocean View | Desired Ocean Front Complex | vrKCV
vrKCV - Kona Isle C32, Professionally Managed by Kona Coast Vacations.Experience Tropical Paradise at Kona IsleWelcome to Kona Isle, an oceanfront haven where tropical charm meets modern comfort. This beautifully designed condominium unit is perfect for a relaxing and...
Escape to Serenity – Oceanview 1 Bedroom 2 Bath at Wailea Ekahi 48-E, Sleeps 4
Unwind in this gorgeous second-floor, 1-bedroom, 2-bathroom corner unit with breathtaking ocean views and lush tropical gardens right from your private lanai. "Serenity" offers the perfect blend of comfort and elegance, with bright natural light, vaulted ceilings, and...
2nd Floor w/Ocean Views + Lanai - Kanaloa 2103
Castle Kanaloa at Kona Resort #2103 - Kona living doesn’t get any better than this! Whether you’re treating yourself to a casual retreat or a romantic getaway, you’ve found the perfect place to spend your vacation. The lanai is furnished and also has a wet bar, which is...
5 Minutes to Beach & Town-Perfect Location, Private & Peaceful. A/C
This is a Great price in a GREAT location! Just 4 miles from the hustle of town and yet close to beautiful beaches and the local Harbor from where you can take off on many fun water activities like deep sea fishing, snorkeling cruises or manta ray diving. This is Hawaii...
3 Bedroom Condo in the Heart of Kihei Across From Charley Young Beach
Escape to paradise at our luxurious 3-bedroom, 3-bathroom condo at Pacific Shores. This spacious retreat offers AC in all rooms and ample space for families or groups, with all brand new in 2024 beds including two plush queen beds and two twin beds that can be converted...
Spacious 3 bedroom oceanfront condo suite
Space for the entire family or send them down to the pool or beach while you relax with a book and look out at the ocean.Large private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. 3 bedrooms 3 bathroom. Master...
King Bed 15th floor comfortable Studio w/ Pool & Ocean Views
+++ Brand New Listing for 2021 +++Legal short term vacation Rental in Waikiki444 Kanekapolei Street Our 15th floor private suite with ocean and mountain views at The Aloha Surf, offers a comfortable King size Bed within a well situated corner suite. Our breakfast nook...
Vacation Retreat at Kamaole Sands, Steps from Kamaole Beach III!
Experience a rejuvenated retreat at Kamaole Sands, ideally located just steps from the stunning Kamaole Beach III in South Kihei, Maui. Our recently refreshed rental condo is designed to provide a clean, light, and bright atmosphere, featuring a new king-size mattress,...
Mauna Lani Golf Villas K5-Large Corner Villa, BBQ Kitchen, Private Beach Pass
Spend your vacation relaxing in this spacious 3-bedroom, 3 bath, BBQ Kitchen villa that is located at the private and beautiful - The Golf Villas at Mauna Lani. The Golf Villas is a luxury gated community nestled on the famed South Course at Mauna Lani. Mauna Lani Golf...
Oceanfront condo with shared pool & spectacular views from private lanai
Kahana Reef 304Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Smell the salt air and bask in the panoramic views of the Pacific from this oceanfront Kahana condo. Keep cool with a...
Hilton Pool Pass 2025 and Golf Discounts. Waikoloa Beach Villas B1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas B1Please see below for detailed information:Bedding Configuration:Master Bedroom: King BedGuest Bedroom Upstairs: One Queen BedGuest Bedroom Downstairs: King BedAdditional Bedding:...
❤️PiH❤️ Hale Kailani ★ Heated Private Pool & Spa ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hale Kailani, a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Mana Kai Maui Resort condo with WiFi & private W/D - surf, bike, golf & swim
Mana Kai Maui Resort 709aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Ocean Marina View at the Ilikai Hotel by the Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: September 19, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
2 Mi to Hana Hwy: Haiku Home w/ Ocean Views!
Ocean-View Lanai (800 Sq Ft) | 4 Mi to Ho'okipa Beach Park | Newly Renovated Kitchen Experience the serenity and adventure of island living when you stay at this stylish Haiku vacation rental! Located just 4 miles from the coast, this 3-bedroom, 2-bath home makes it...
Cozy Kona Coast Apt w/ Lanai ~ 8 Miles to Beach!
Escape the hustle and bustle of daily life at this welcoming 1-bedroom, 1-bathroom vacation rental in Kailua-Kona! Sip local coffee out on the lanai while you book a tee time at Makalei Golf Club, which is just over a mile away. Be sure to stop by Magic Sands Beach Park...
Kahana Reef 313: Direct Ocean Front Views!! One bedroom, 3rd floor condo
Ocean Front Views!! Gorgeous Ocean Front views from this one-bedroom Condo. This unit sleeps up to four people with a king bed in the bedroom and a pull-out sofa bed in the living room. The furnishings are a mixture of rattan with tropical accents. Relax on the lanai...
Paniolo Greens Resort 2 BR w/ POOL & HOT TUB
Nearby, discover ten of the world's most scenic golf courses, as well as tropical restaurants, shopping centers, and beachfront bars ideal for relaxing after a day of sightseeing. Adventure seekers can enjoy island charters at sea or helicopter tours high above. The...
Stylish condo w/ partial ocean views, and shared pool and hot tub
Kona Bali Kai #367Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A partial view of the Pacific Ocean and decor inspired by vintage Hawaiian prints make this condo a unique place to...
Kiahuna Plantation Garden View - brand new A/C #405
About this spaceDiscover the beauty of Southern Kauai's Poipu Beach, a short walk from our condo in the Kiahuna Plantation Resort. Poipu Beach boasts access to snorkeling, swimming, and boogie boarding year-round as the South Shore is protected when the North Shore...
ICC 13 Beautifully Furnish 2BD Kaanapali Cottage Pool
International Colony Club 13 2BD/2BA Beautifully Furnished Cottage in Kaanapali Near Beach Imagine a day filled with sun, surf and snorkeling at one of the best spots on Maui, just minutes from your private beach bungalow. After a full day of adventures, retreat to your...
Island Sands Resort Condo w/ Ocean View, Private W/D-Beach Lovers Dream
Island Sands Resort 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The Island Sands Resort on Maui is located oceanfront in Maalaea, just a short four miles to Kihei and a scenic...